Fatty acid-derived α,ω-bis-benzoxazines through hydrosilylation; curing and thermoset properties

Abstract

A series of monofunctional benzoxazine monomers with terminal unsaturated alkyl chains were synthesized from two renewable platform chemicals: 10-undecenoic and 4-pentenoic acids. The monofunctional monomers were dimerized under mild conditions by hydrosilylation using two difunctional silanes. Different hydrosilylation conditions and catalysts were tested in order to produce the desired dimmers in good yields and high purity. The structure, properties affecting processing ability and thermal polymerization behavior of the resulting α,ω-bis-benzoxazines were studied. The properties of the resulting flexible materials were evaluated by DSC, TGA, DMTA and CA.